product-market fit lessons
- AI Strategy (315)
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From Zero to One in B2B Marketing: My Proven SaaS Playbook for Growth, Hiring, and Attribution
Going from zero to one in B2B marketing demands focus, founder-led GTM, and rapid learning. I break down how to start early-stage SaaS marketing, allocate resources…
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Building Products in a Post-LLM World: Hard-Won Lessons, Skeptic Busters, and Team Playbooks
I break down how to build products in a post-LLM world with a pragmatic playbook you can put to work immediately. You’ll learn how Sprig’s journey…
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Inside Rewind AI’s Playbook: PMF Breakthroughs, Bold Twitter Fundraise, and the Future of AI
I explore Rewind AI’s path to product-market fit, the cultural habits that enable fast validation, and the bold Twitter-first fundraising strategy that rallied users and capital.…
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From Founder-Led GTM to Repeatable Product-Market Fit
A practical system for turning founder-won deals into a narrow ICP, measurable customer value, and a go-to-market motion others can run.
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Goal-Setting for AI Products: How I Plan, Prioritize, and Confidently Ship in a Nonlinear GenAI World
Planning AI roadmaps is fundamentally different from traditional software. I share how I set outcomes-first OKRs, balance research and product development, and scale safely without over-planning.…
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Inside Bard’s Playbook: How to Ship AI Fast, Build Ethically, and Outlearn Competitors
Building AI products demands speed and responsibility. I unpack the Bard blueprint—how principled constraints, early public learning, and tight product theses enable rapid iteration without sacrificing…
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From Product-Market Fit to Expansion: A Sequencing Model
A practical model for proving product-market fit, choosing the right expansion path, protecting the core, and scaling adjacencies with evidence.
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What Makes or Breaks Executive Hires: My Lessons on Fit, Red Flags, and Measuring Success
Executive hiring is a make-or-break decision that demands clarity on fit, scope, and measurable outcomes. In this deep dive with Eeke de Milliano, I unpack the…
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When a Focused Product Wedge Is Ready to Become a Platform
A practical framework for deepening a winning wedge, extracting reusable platform primitives, and expanding without weakening product-market fit.
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Inside Alyx: Dogfooding, Evals, and Observability That Power an Agentic AI Future
This is a pragmatic, first-hand look at how Alyx was built by dogfooding Arize’s own platform—moving from messy notebooks to a disciplined eval and observability stack.…
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How to Design Your Product Leadership Legacy: Impact, Craft, and Values That Endure
This reflection-driven episode challenged me to define the product leadership legacy I’m actively building—today, not someday. I share how I reframe “legacy” into actionable questions for…
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How Braintrust Nailed Product-Market Fit: Paranoia, Patience, and High-Bar Quality
Braintrust’s playbook for product-market fit in GenAI pairs a relentless quality bar with deliberate go-to-market restraint. By transforming evaluation pain into an end-to-end platform for building…
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From Product-Market Fit to Scale: A Phase-Gate Playbook
A practical phase-gate framework for proving customer pull, choosing the right growth motion, scaling execution, and expanding without diluting fit.
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Browse topics
- AI Strategy (315)
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- Product Management Leadership (306)
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